GB1085080A - Benzoquinolizine and benzindolizine derivatives - Google Patents
Benzoquinolizine and benzindolizine derivativesInfo
- Publication number
- GB1085080A GB1085080A GB7798/66A GB779866A GB1085080A GB 1085080 A GB1085080 A GB 1085080A GB 7798/66 A GB7798/66 A GB 7798/66A GB 779866 A GB779866 A GB 779866A GB 1085080 A GB1085080 A GB 1085080A
- Authority
- GB
- United Kingdom
- Prior art keywords
- hydrogen
- alkyl
- carbamyl
- alkoxy
- hydroxy
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D455/00—Heterocyclic compounds containing quinolizine ring systems, e.g. emetine alkaloids, protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
The invention comprises compounds of formulae <FORM:1085080/C2/1> <FORM:1085080/C2/2> wherein R1 and R2 are each hydrogen, hydroxy or C1- 6 alkoxy, or together form an alkylenedioxy group, R3 is hydrogen or C1- 6 alkyl, R4 i hydrogen, hydroxy or C1- 6 acyloxy, R5 is hydrogen, C1- 6 alkyl, alkenyl, acyl, carbamyl, di - (C1- 6 alkyl) - carbamyl or C2- 7 alkoxy-carbonyl or R4 and R5 together with the carbon atom to which they are attached form a keto or cyclic ketal group, n is 1 or 2 and m is 0 or 1, and their preparation by treating a compound of formula <FORM:1085080/C2/3> with nitrosyl chloride at 30-120 DEG C. and contacting the product with an hydroxylic solvent, optionally containing perchloric acid, to form a quaternary compound of the invention, followed if desired by reduction of the isolated double bond.ALSO:Pharmaceutical compositions having cardiovascular and anti-inflammatory activity comprise, in combination with a carrier, a compound of formula: <FORM:1085080/A5-A6/1> <FORM:1085080/A5-A6/2> wherein R1 and R2 are each hydrogen, hydroxy or C1-6 alkoxy or together form an alkylenedioxy group, R3 is hydrogen or C1-4 alkyl R4 is hydrogen, hydroxy or C1-6 acyloxy, R5 is hydrogen, C1-6 alkyl, alkenyl, acyl, carbamyl, di-(C1-6 alkyl) carbamyl or C2-7 alkoxy-carbonyl, or R4 and R5 together with the carbon atom to which they are attached form a keto or cyclic ketal group, n is 1 or 2 and m is 0 or 1. The compositions may be in forms suitable for oral, parenteral or rectal administration and may include other pharmaceutically active compounds, for example tranquilisers, antibiotics, analgesics or cardiovascular agents.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US451306A US3326920A (en) | 1965-04-27 | 1965-04-27 | Substituted quinolizine oximes and process for their production |
| US451308A US3326921A (en) | 1965-04-27 | 1965-04-27 | Substituted indolizine oximes |
| US482607A US3314965A (en) | 1965-04-27 | 1965-08-25 | 11-or 12-amino substituted quinolizines |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1085080A true GB1085080A (en) | 1967-09-27 |
Family
ID=27412474
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB7798/66A Expired GB1085080A (en) | 1965-04-27 | 1966-02-22 | Benzoquinolizine and benzindolizine derivatives |
Country Status (3)
| Country | Link |
|---|---|
| US (3) | US3326921A (en) |
| FR (1) | FR5719M (en) |
| GB (1) | GB1085080A (en) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3518269A (en) * | 1967-05-04 | 1970-06-30 | Warner Lambert Pharmaceutical | 1-oxime substituted quinolizines |
| US3509257A (en) * | 1967-07-20 | 1970-04-28 | Warner Lambert Pharmaceutical | Method for control of coccidiosis employing quinoline carboxylic acids and esters thereof |
| US4014883A (en) * | 1973-09-10 | 1977-03-29 | Hoffmann-La Roche Inc. | Indoloquinolines, intermediates and processes |
| US4761417A (en) * | 1982-05-14 | 1988-08-02 | Maroko Peter R | Compounds, compositions and method of treatments for improving circulatory performance |
| US7484318B2 (en) * | 2004-06-15 | 2009-02-03 | Kenneth Cole Productions (Lic), Inc. | Therapeutic shoe sole design, method for manufacturing the same, and products constructed therefrom |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2982775A (en) * | 1957-05-06 | 1961-05-02 | Schering Corp | 11-oximino-, amino- and acylaminosteroids |
-
1965
- 1965-04-27 US US451308A patent/US3326921A/en not_active Expired - Lifetime
- 1965-04-27 US US451306A patent/US3326920A/en not_active Expired - Lifetime
- 1965-08-25 US US482607A patent/US3314965A/en not_active Expired - Lifetime
-
1966
- 1966-02-22 GB GB7798/66A patent/GB1085080A/en not_active Expired
- 1966-03-29 FR FR55338A patent/FR5719M/fr not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| FR5719M (en) | 1968-01-22 |
| US3326920A (en) | 1967-06-20 |
| US3314965A (en) | 1967-04-18 |
| US3326921A (en) | 1967-06-20 |
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